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Polyaniline modified by isoazaindene nitrogen oxide free radical and its synthesis method and application

An indene nitrogen oxide and free radical technology, applied in the fields of materials and chemistry, can solve the problems of difficult energy density and cycle stability, poor solubility and processing performance, and low charge-discharge specific capacity, and achieve good dissolution and processing performance, The effect of fast electrode response, high power density

Inactive Publication Date: 2017-03-29
WUHAN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to overcome the low conductivity, low electrochemical doping degree and fast attenuation, low charge-discharge specific capacity, low charge-discharge efficiency, solubility and processing of existing polyaniline (PAn). Poor performance, which makes its energy density and cycle stability difficult to meet the application requirements, provides a modified polyaniline and its synthesis method and use, so that it has high electrochemical redox activity, high power density, long cycle Free radical polymer materials with long life, good solubility and processing performance, and more application advantages in terms of energy storage density and resource and environmental benefits, can be used in fields such as batteries

Method used

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  • Polyaniline modified by isoazaindene nitrogen oxide free radical and its synthesis method and application
  • Polyaniline modified by isoazaindene nitrogen oxide free radical and its synthesis method and application
  • Polyaniline modified by isoazaindene nitrogen oxide free radical and its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Poly(2-isozaindene nitroxide radical aminoaniline)

[0042] Stir the three-neck flask containing 20mL of water and 20mL of ethanol at 0°C, add 2 drops of concentrated hydrochloric acid, add freshly distilled aniline (4.5mL, 50mmol) under mechanical stirring, and then add the aqueous solution of ammonium persulfate drop by drop (12.18g, 53.2mmol, 60mL of water), the addition was completed after 1h, the reaction was continued for 24h, suction filtered, and vacuum dried at 40°C for 12h to obtain the polyaniline product.

[0043] Add 0.1085g of aniline to a 30mL aqueous solution of sodium hydroxide (0.2g, 5mmol), stir mechanically for 1h to remove doping, filter with suction, add the filter cake directly to 40mL of N-methylpyrrolidone, dissolve Add NaOH (0.6902g, 17.25mmol) and add p-toluenesulfonyl chloride ethanol solution (0.2579g, 30mL ethanol) drop by drop under stirring, continue the reaction for 24h, filter with suction, and dry under vacuum at 40°C to obtain toluene...

Embodiment 2

[0048] (2-Isoazaindene nitric oxide radical aminoaniline)-aniline copolymer

[0049] Add aniline (9.3g, 0.1mol) and o-nitroaniline (13.8g, 0.1mol) into a mixture of 20mL of concentrated sulfuric acid (0.4mol / L) and ethanol, dissolve, add ammonium persulfate (2.28 g, 0.1mol) of sulfuric acid solution was added to the reaction liquid to react for 2h, reacted at room temperature for 2g, filtered with suction, washed with water and ethanol several times, soaked the solid in hydrazine hydrate, filtered with suction, washed with water and ethanol several times, and dried in vacuum Obtain the copolymer product of aniline and o-nitroaniline. 0.15 g of the copolymer was added to 20 mL of hydrochloric acid, tin (1 g, 8 mmol) was added to the reaction solution, reacted in an ice bath for 12 h, filtered, added saturated sodium bicarbonate to adjust the pH to 8, removed water under reduced pressure, and dried in vacuo to obtain aniline and o- An aminoaniline copolymer product.

[0050] A...

Embodiment 3

[0054] Poly(2-isozaindene nitroxide radical vinylaniline)

[0055] Stir the three-neck flask containing 10ml of water and 10mL of ethanol at 0°C, add 1 drop of concentrated hydrochloric acid, add freshly distilled o-methylaniline (2.65mL, 25mmol) under mechanical stirring, and then add persulfuric acid drop by drop Aqueous solution of ammonium (6.10g, 26.6mmol, 30mL of water) was added after 1h, the reaction was continued for 24h, suction filtered, and vacuum dried at 40°C for 12h to obtain o-methyl polyaniline product.

[0056] O-methyl polyaniline (10.7 g, 0.1 mol) was dissolved in carbon tetrachloride (100 mL), and NBS (20 g, 0.11 mol) and catalyst BPO (0.4 g) were added to the reaction flask. Dry under nitrogen protection, reflux for 2 hours, cool to room temperature, filter, wash the filtrate three times with water, dry over anhydrous magnesium sulfate, filter, and remove the solvent in vacuo to obtain the brominated o-methylene polyaniline product.

[0057] Brominated o...

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PUM

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Abstract

The invention discloses an isoindole nitrogen oxide free radical modified polyaniline and a preparation method and an application thereof. 2-, 3-, 5- and 6-site side groups in aniline repeating structural units of a polyaniline high molecular material are chemically modified by an isoindole nitrogen oxide free radical derivative to obtain the product. Or 2-, 3-, 5- and 6-site side groups of aniline monomers are chemically modified by the isoindole nitrogen oxide free radical derivative, and then a polymerization reaction is carried out to obtain the product. Compared with polyaniline, the free radical polymer has better electrical conductivity, higher charge storage density, better capacitance retention rate, fast electrode reaction dynamics performance, and oxidation-reduction ability and characteristic three-line electron paramagnetic resonance spectra similar to isoindole free radicals; and the polymer has good rate capability and cycle stability in the processes of charging and discharging, and is expected to become a novel high-capacity and high-power battery material.

Description

technical field [0001] The invention belongs to the technical field of materials and chemistry. It specifically relates to a class of polyaniline modified by isoazepine nitrogen oxide free radicals, a preparation method and application thereof. Background technique [0002] In the late 1970s, due to the discovery of polyacetylene, people continued to deepen and improve the structure and understanding of conjugated polymers, and gradually produced the emerging discipline of conductive polymers. As one of the emerging and irreplaceable basic organic materials, conductive polymer materials can be used in almost all modern emerging industries and high-tech fields, so the research on conductive polymers not only has great theoretical value, but also has great application value. . [0003] Polyaniline (PAn) is a typical organic conductive polymer with diverse structures, unique doping principles, and excellent physical and chemical properties. It is generally in an irregular pow...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/02C08L79/02H01M4/62
CPCY02E60/10
Inventor 鄢国平沈艳春鄢珈睿王玉芳张桥郑华明
Owner WUHAN INSTITUTE OF TECHNOLOGY
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